242403
(Bromomethyl)cyclopropane
97%
Synonym(s):
Cyclopropylmethyl bromide
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Assay
97%
form
liquid
refractive index
n20/D 1.457 (lit.)
bp
105-107 °C (lit.)
density
1.392 g/mL at 25 °C (lit.)
functional group
bromo
SMILES string
BrCC1CC1
InChI
1S/C4H7Br/c5-3-4-1-2-4/h4H,1-3H2
InChI key
AEILLAXRDHDKDY-UHFFFAOYSA-N
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General description
The coupling reaction of (bromomethyl)cyclopropane with phenylmagnesium bromide was studied.
Application
(Bromomethyl)cyclopropane was used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.
accessory
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Description
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
105.8 °F
Flash Point(C)
41 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Chemical communications (Cambridge, England), (33)(33), 4161-4163 (2005-08-16)
Mixtures of iron(III) chloride and appropriate amine ligands are active catalysts for the coupling of aryl Grignard reagents with primary and secondary alkyl halide substrates bearing beta-hydrogens, under mild and simple reaction conditions.
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Iron-catalyzed cross-coupling of alkyl halides with alkenyl grignard reagents.
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